ES2665510T3 - 2H-indazoles novedosos como antagonistas del receptor EP2 - Google Patents
2H-indazoles novedosos como antagonistas del receptor EP2 Download PDFInfo
- Publication number
- ES2665510T3 ES2665510T3 ES12794931.1T ES12794931T ES2665510T3 ES 2665510 T3 ES2665510 T3 ES 2665510T3 ES 12794931 T ES12794931 T ES 12794931T ES 2665510 T3 ES2665510 T3 ES 2665510T3
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- ES
- Spain
- Prior art keywords
- methyl
- indazol
- piperidin
- carboxamide
- benzoyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 101001117519 Homo sapiens Prostaglandin E2 receptor EP2 subtype Proteins 0.000 title description 70
- 101000836978 Homo sapiens Sperm-associated antigen 11B Proteins 0.000 title description 37
- 239000002464 receptor antagonist Substances 0.000 title description 17
- 229940044551 receptor antagonist Drugs 0.000 title description 17
- 150000002473 indoazoles Chemical class 0.000 title description 2
- 102100028654 Sperm-associated antigen 11B Human genes 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 846
- -1 hydroxy, methoxy Chemical group 0.000 claims abstract description 206
- 239000000460 chlorine Substances 0.000 claims abstract description 88
- 229910052731 fluorine Inorganic materials 0.000 claims abstract description 71
- 239000011737 fluorine Substances 0.000 claims abstract description 68
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 59
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 20
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 17
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 16
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 15
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 15
- 125000006645 (C3-C4) cycloalkyl group Chemical group 0.000 claims abstract description 13
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical class O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims abstract description 12
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims abstract description 11
- 125000003118 aryl group Chemical group 0.000 claims abstract description 11
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- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 8
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- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 4
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 4
- 150000002367 halogens Chemical class 0.000 claims abstract description 4
- 125000001072 heteroaryl group Chemical group 0.000 claims abstract description 4
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims abstract description 3
- 125000001424 substituent group Chemical group 0.000 claims abstract description 3
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims abstract 38
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- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims description 4
- BJCHTDKEHZNQIT-UHFFFAOYSA-N n-(2-methoxyethyl)-4-methyl-2-[[1-(4-pyridin-2-yloxybenzoyl)piperidin-4-yl]methyl]indazole-5-carboxamide Chemical compound C1=C2C(C)=C(C(=O)NCCOC)C=CC2=NN1CC(CC1)CCN1C(=O)C(C=C1)=CC=C1OC1=CC=CC=N1 BJCHTDKEHZNQIT-UHFFFAOYSA-N 0.000 claims description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
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PH12014500585B1 (en) | 2011-09-16 | 2018-09-07 | Sanofi Sa | Aniline derivatives, their preparation and their therapeutic application |
TW201326154A (zh) | 2011-11-28 | 2013-07-01 | 拜耳知識產權公司 | 作為ep2受體拮抗劑之新穎2h-吲唑 |
KR20160014598A (ko) * | 2013-05-23 | 2016-02-11 | 바이엘 파마 악티엔게젤샤프트 | 제약 조성물 및 그의 용도, 및 필요시 피임을 위한 상기 제약 조성물의 적용 요법 |
WO2014187793A1 (de) * | 2013-05-23 | 2014-11-27 | Bayer Pharma Aktiengesellschaft | Verwendung einer pharmazeutischen zusammensetzung zur notfallkontrazeption |
JP2017525753A (ja) | 2014-06-06 | 2017-09-07 | フレクサス・バイオサイエンシーズ・インコーポレイテッドFlexus Biosciences, Inc. | 免疫調節剤 |
UY36391A (es) | 2014-11-05 | 2016-06-01 | Flexus Biosciences Inc | Compuestos moduladores de la enzima indolamina 2,3-dioxigenasa (ido1), sus métodos de síntesis y composiciones farmacèuticas que las contienen |
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WO2010008777A2 (en) | 2008-06-23 | 2010-01-21 | Ligand Pharmaceuticals Inc. | Fused azabicyclic pyridines |
KR20110083733A (ko) | 2008-11-10 | 2011-07-20 | 화이자 리미티드 | 피롤리딘 |
US8609696B2 (en) * | 2008-12-18 | 2013-12-17 | Boehringer Ingelheim International Gmbh | Serotonin 5-HT2B receptor inhibitors |
TW201107315A (en) * | 2009-07-27 | 2011-03-01 | Kissei Pharmaceutical | Indole derivatives, or the pharmaceutically acceptable salts |
DE102009049662A1 (de) | 2009-10-13 | 2011-04-14 | Bayer Schering Pharma Aktiengesellschaft | 2,5-Disubstituierte 2H-Indazole als EP2-Rezeptor-Antagonisten |
TW201326154A (zh) | 2011-11-28 | 2013-07-01 | 拜耳知識產權公司 | 作為ep2受體拮抗劑之新穎2h-吲唑 |
-
2012
- 2012-11-16 TW TW101142970A patent/TW201326154A/zh unknown
- 2012-11-26 IN IN3854CHN2014 patent/IN2014CN03854A/en unknown
- 2012-11-26 CN CN201280067965.1A patent/CN104144922B/zh not_active Expired - Fee Related
- 2012-11-26 AU AU2012344015A patent/AU2012344015A1/en not_active Abandoned
- 2012-11-26 KR KR1020147017230A patent/KR20140103984A/ko not_active Withdrawn
- 2012-11-26 MX MX2014006433A patent/MX2014006433A/es not_active Application Discontinuation
- 2012-11-26 CA CA2856769A patent/CA2856769A1/en not_active Abandoned
- 2012-11-26 EP EP12794931.1A patent/EP2785707B1/en not_active Not-in-force
- 2012-11-26 BR BR112014012459A patent/BR112014012459A2/pt active Search and Examination
- 2012-11-26 US US14/361,213 patent/US9062041B2/en not_active Expired - Fee Related
- 2012-11-26 SG SG11201402269RA patent/SG11201402269RA/en unknown
- 2012-11-26 JP JP2014542872A patent/JP6192654B2/ja not_active Expired - Fee Related
- 2012-11-26 WO PCT/EP2012/073556 patent/WO2013079425A1/en active Application Filing
- 2012-11-26 PE PE2014000760A patent/PE20141579A1/es not_active Application Discontinuation
- 2012-11-26 ES ES12794931.1T patent/ES2665510T3/es active Active
- 2012-11-26 EA EA201400623A patent/EA201400623A1/ru unknown
- 2012-11-28 AR ARP120104465A patent/AR089011A1/es unknown
-
2014
- 2014-05-08 IL IL232503A patent/IL232503A/en not_active IP Right Cessation
- 2014-05-27 CL CL2014001392A patent/CL2014001392A1/es unknown
- 2014-05-27 PH PH12014501195A patent/PH12014501195A1/en unknown
- 2014-05-28 CR CR20140257A patent/CR20140257A/es unknown
- 2014-05-28 EC ECIEPI20142542A patent/ECSP14002542A/es unknown
- 2014-05-28 CO CO14115091A patent/CO6970595A2/es unknown
- 2014-05-28 DO DO2014000114A patent/DOP2014000114A/es unknown
Also Published As
Publication number | Publication date |
---|---|
PH12014501195A1 (en) | 2014-09-01 |
CA2856769A1 (en) | 2013-06-06 |
DOP2014000114A (es) | 2014-07-15 |
ECSP14002542A (es) | 2015-12-31 |
KR20140103984A (ko) | 2014-08-27 |
EP2785707B1 (en) | 2018-01-24 |
PE20141579A1 (es) | 2014-11-15 |
SG11201402269RA (en) | 2014-09-26 |
AR089011A1 (es) | 2014-07-23 |
IL232503A (en) | 2015-08-31 |
AU2012344015A1 (en) | 2014-05-29 |
JP6192654B2 (ja) | 2017-09-06 |
BR112014012459A2 (pt) | 2017-06-06 |
IN2014CN03854A (enrdf_load_stackoverflow) | 2015-09-04 |
TW201326154A (zh) | 2013-07-01 |
CO6970595A2 (es) | 2014-06-13 |
EP2785707A1 (en) | 2014-10-08 |
NZ624722A (en) | 2016-08-26 |
WO2013079425A1 (en) | 2013-06-06 |
JP2014533713A (ja) | 2014-12-15 |
US9062041B2 (en) | 2015-06-23 |
HK1203938A1 (en) | 2015-11-06 |
CN104144922A (zh) | 2014-11-12 |
EA201400623A1 (ru) | 2014-11-28 |
MX2014006433A (es) | 2014-07-11 |
CN104144922B (zh) | 2016-08-31 |
CR20140257A (es) | 2014-07-15 |
IL232503A0 (en) | 2014-07-01 |
CL2014001392A1 (es) | 2014-10-03 |
US20140336172A1 (en) | 2014-11-13 |
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